Synthesis of Well-Defined Telechelic Macrophotoinitiator of Polystyrene by Combination of ATRP and Click Chemistry

被引：33
作者：
Degirmenci, Mustafa [1 ]
Genli, Nasrettin [1 ]
机构：
[1] Harran Univ, Fac Sci, Dept Chem, TR-63190 Sanliurfa, Turkey
来源：
MACROMOLECULAR CHEMISTRY AND PHYSICS | 2009年 / 210卷 / 19期
关键词：
atom transfer radical polymerization (ATRP); block copolymer; click chemistry; photoinduced polymerization; telechelic macrophotoinitiator; END-FUNCTIONAL MACROPHOTOINITIATOR; HUISGEN 1,3-DIPOLAR CYCLOADDITION; TRANSFER RADICAL POLYMERIZATION; MIDCHAIN MACROPHOTOINITIATOR; POLYMERS; TETRAZOLES; AZIDES;
D O I：
10.1002/macp.200900221
中图分类号：
O63 [高分子化学（高聚物）];
学科分类号：
070305 ; 080501 ; 081704 ;
摘要：
A new well-defined telechelic macrophotoinitiator of polystyrene was synthesized by combination of ATRP and click chemistry. The ATRP of styrene by means of 2-oxo-1,2-diphenylethyl-2-bromopropanclate (PI-Br) initiator with CuBr/2,2'-bipyridine yields polystyrene with photoactive benzoin (PI) and bromine (Br) group (PI-PSt-Br). Subsequently, PI-PSt-Br was converted to PI-PSt-N-3 by simple nucleophilic substitution reaction. Alkyne functionalized benzoin (PI-alkyne) was synthesized by using benzoin photoinitiator and propargyl bromide. Then the coupling reaction between PI-PSt-N-3 and PI-alkyne was performed by Cu(I) catalysis. The spectroscopic studies revealed that low-polydispersity polystyrene with desired photoinitiator functionality at both end of the chain, PI-PSt-PI, was obtained.
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页码：1617 / 1623
页数：7
相关论文
共 56 条
  • [1] Angiolini L, 2000, MACROMOL CHEM PHYS, V201, P2646, DOI 10.1002/1521-3935(20001201)201:18<2646::AID-MACP2646>3.0.CO
  • [2] 2-D
  • [3] DIARYLIODONIUM SALTS .5. THE ELECTROREDUCTION OF DIPHENYLIODONIUM SALTS
    BACHOFNER, HE
    BERINGER, FM
    MEITES, L
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1958, 80 (16) : 4269 - 4274
  • [4] Synthesis of telechelic polyacrylates with unsaturated end-groups
    Bielawski, CW
    Jethmalani, JM
    Grubbs, RH
    [J]. POLYMER, 2003, 44 (13) : 3721 - 3726
  • [5] INITIATION OF CATIONIC POLYMERIZATION VIA OXIDATION OF FREE-RADICALS USING PYRIDINIUM SALTS
    BOTTCHER, A
    HASEBE, K
    HIZAL, G
    YAGCI, Y
    STELLBERG, P
    SCHNABEL, W
    [J]. POLYMER, 1991, 32 (12) : 2289 - 2293
  • [6] Controlled/living radical polymerization: Features, developments, and perspectives
    Braunecker, Wade A.
    Matyjaszewski, Krzysztof
    [J]. PROGRESS IN POLYMER SCIENCE, 2007, 32 (01) : 93 - 146
  • [7] BROSSE JC, 1986, ADV POLYM SCI, V81, P167
  • [8] Functional polymers by atom transfer radical polymerization
    Coessens, V
    Pintauer, T
    Matyjaszewski, K
    [J]. PROGRESS IN POLYMER SCIENCE, 2001, 26 (03) : 337 - 377
  • [9] Free radical macrophotoinitiators: an overview on recent advances
    Corrales, T
    Catalina, F
    Peinado, C
    Allen, NS
    [J]. JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 2003, 159 (02) : 103 - 114
  • [10] Crivello J, 1998, PHOTOINITIATORS FREE, P115
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